Nickel-Catalyzed Aminocarbonylation of Aryl Trifluoromethoxides

Aryl trifluoromethoxides (ArOCF<sub>3</sub>) are widely employed in pharmaceuticals and agrochemicals, which leads to their transformation also being attractive. Here we report a nickel-catalyzed aminocarbonylation of ArOCF<sub>3</sub> with amines using inositol hexaformate (HFI) as the CO source, providing a potential approach for the chemical upcycling of these persistent compounds into value-added benzamide derivatives. The reaction exhibits broad compatibility with diverse aniline derivatives, accommodating various electronic and steric demands. This work not only expands the aryl source for amide synthesis from conventional electrophiles to the highly robust ArOCF<sub>3</sub> motif but also offers a blueprint for phenol activation.

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Publication Details

Journal
Organic Letters
Published
2026-03-26
DOI
https://doi.org/10.1021/acs.orglett.6c00974
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
Field-Weighted Citation Impact
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article

Nickel-Catalyzed Aminocarbonylation of Aryl Trifluoromethoxides

Zhenwei Liu, Xiao-Feng Wu, Chang-Sheng Kuai
Organic Letters
Catalytic Cross-Coupling Reactions
article

Nickel-Catalyzed Aminocarbonylation of Aryl Trifluoromethoxides

Zhenwei Liu, Xiao-Feng Wu, Chang-Sheng Kuai
article en

Abstract

Aryl trifluoromethoxides (ArOCF<sub>3</sub>) are widely employed in pharmaceuticals and agrochemicals, which leads to their transformation also being attractive. Here we report a nickel-catalyzed aminocarbonylation of ArOCF<sub>3</sub> with amines using inositol hexaformate (HFI) as the CO source, providing a potential approach for the chemical upcycling of these persistent compounds into value-added benzamide derivatives. The reaction exhibits broad compatibility with diverse aniline derivatives, accommodating various electronic and steric demands. This work not only expands the aryl source for amide synthesis from conventional electrophiles to the highly robust ArOCF<sub>3</sub> motif but also offers a blueprint for phenol activation.

Organic Letters
Dalian Institute of Chemical Physics (CN), Chinese Academy of Sciences (CN), Leibniz Institute for Catalysis (DE), Dalian National Laboratory for Clean Energy (CN)
Openalex Percentile: Top 7%
Catalytic Cross-Coupling Reactions
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